Our photographers caught Lourdes Leon as she was heading to school in New York City this morning. Gotta say, while we love Lourdes and think she’s gorgeous, it’s sorta good to see her dressing like any other high school student. Comfort is clearly key, with sweatpants, a sweatshirt, and a down parka.

Lourdes certainly reaps lots of rewards from being Madonna’s daughter – but they must have See More

Check out the best of the best, in the gallery below – and the official list of winners here!

Pictured: George Clooney and Stacy Keibler, Angelina Jolie and Brad Pitt, Leonardo DiCaprio, Nicole Kidman and Keith Urban, Madonna, Mila Kunis, Natalie Portman and Benjamin Millepied, Reese Witherspoon, Kate Winslet, Lea Michelle, Ricky Gervais and Jane Fallon, Debra Messing, Kelsey Grammer and Kayte Walsh, Jodie Foster, Tina Fey, Sharon Osbourne, Kelly Osbourne, Claire Danes, Julie Bowen, Sarah Michelle Gellar, Melissa McCarthy, Sofia Vergara, Emma Stone, Jessica Biel, Nicole Richie, Elle MacPherson, Colin Firth, Freida Pinto, Dianna Agron, Amanda Peet, Emily Deschanel, Zoey Deschanel, Evan Rachel Wood, Sarah Hyland, Gerard Butler, Seth Rogen, Rooney Mara, Giuliana Rancic, Jessica Alba, and Charlize Theron.

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We caught up with Madonna, 53, her 24-year-old boy toy Brahim Zaibat, and her kids as they made their way through Geneva International Airport today – drawing a lot of looks, to say the least.

The family spent their New Year hitting the slopes in the beautiful Swiss Alps. And hey, Madge brought along a friend for her kids! Oh wait, no, Brahim’s just for her. Even though he’s closer See More

Oooooohhhhh, Lourdes has a boy! I mean maybe not, but that’s still the tone you’ve gotta use when talking about a teenage girl and a guy.

But seriously, who is this kid? Lourdes arrived at a school with the mystery guy, after the two got out of the same car in the morning. She’s 15, so that little dude better be just a friend. And considering her body language towards him… that’s probably the case.

Can you imagine how over-the-top awesome you would be if you were friends with Madonna’s See More

It’s funny – Lourdes Leon is such a fashion icon (at the tender age of 15) – but she can still go to class and look like any other high school kid. I mean obviously she’s gorgeous, but she doesn’t appear to be walking around, desperate for attention. For a fashionista, it’s a very likable, down-to-earth look.

We caught up with Madonna’s oldest daughter this morning on her way to class. Gotta respect See More

I’ve gotta admit, I was somewhat shocked to see Madonna’s super casual attire yesterday afternoon in NYC. This wasn’t just her running errands wardrobe (does Madonna even run errands? Unlikely). She was heading into an office building in midtown.

Super baggy sweatpants, messy hair, and an all over unkempt appearance… this is not the Madonna we know.

Yesterday was also Lourdes’ 15th birthday. I’m hoping Madge changed into something a little See More

We caught up with Madonna as she left Rosh Hashanah Kabbalah services with her whole brood in tow. Lourdes, Rocco, Mercy, and David were all tagging along with their mom – and their security in New York City.. Along with boyfriend Brahim Zaibat. Sorta feel like I should just include him with the kids – the dude is only 24 years old, after all. He was merely a twinkle in his mom’s eye when Madonna… never mind. Too creepy to work through that sentence. She’s 53, you see where I was going with it. See More

Who’s rocking Venice with the best fashion? The ladies, that’s for sure, though the guys aren’t too shabby either. Keira Knightley was the big standout in both her red carpet and her photocall dresses for A Dangerous Method. How gorgeous does she look?

Kate Winslet showed off her insane curves in a super-tight color block dress at the Mildred Pierce premiere, while she and costar Evan Rachel Wood opted for a much more casual look See More